Romantic in Islamorada, Florida

Square Grouper Islamorada is a charming waterfront restaurant located at 80460 Overseas Highway in Islamorada, Florida. This popular eatery offers a laid-back atmosphere with stunning views of the ocean, making it the perfect spot for a relaxing meal. The menu features a variety of fresh seafood dishes, as well as other delicious options to satisfy any craving. Whether you're looking for a casual lunch or a romantic dinner, Square Grouper Islamorada is sure to impress with its welcoming ambiance and mouthwatering cuisine.

Sands of Islamorada Hotel & Resort is a luxurious lodging destination located at 80051 Overseas Highway in Islamorada, Florida. Offering a perfect blend of tropical charm and modern amenities, this resort is the ideal retreat for those seeking a relaxing getaway in the beautiful Florida Keys. Guests can enjoy stunning ocean views, pristine beaches, and top-notch service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or indulge in delicious dining options, Sands of Islamorada Hotel & Resort has everything you need for a memorable vacation experience.

Creekside Inn Islamorada is a charming lodging establishment located along the picturesque Old Highway in Islamorada, Florida. Surrounded by lush tropical gardens and just a stone's throw away from the crystal-clear waters of the Florida Keys, this inn offers a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or take a leisurely stroll along the nearby creek. With its convenient location and laid-back atmosphere, Creekside Inn Islamorada is the perfect choice for a memorable vacation in the Florida Keys.

The Islands of Islamorada is a charming lodging institution located at 82779 Old Highway in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this picturesque resort offers guests a serene and relaxing retreat surrounded by the beauty of the islands. With comfortable accommodations, stunning ocean views, and easy access to a variety of outdoor activities such as fishing, snorkeling, and kayaking, The Islands of Islamorada is the perfect destination for a peaceful getaway. Whether you're seeking a romantic escape or a family vacation, this institution provides a tranquil and unforgettable experience for all who visit.

The Sunset Inn in Islamorada, Florida is a charming lodging establishment located on the beautiful Overseas Highway. This cozy inn offers comfortable accommodations with a laid-back atmosphere, perfect for a relaxing getaway in the Florida Keys. Guests can enjoy stunning sunsets from the inn's private beach or take a dip in the crystal-clear waters of the Gulf of Mexico. With its convenient location near local attractions, restaurants, and shops, The Sunset Inn is the ideal choice for travelers looking to experience the best of Islamorada. Whether you're seeking a romantic retreat or a family vacation, this quaint inn provides a welcoming and peaceful escape.

Islamorada Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida. Situated at 109 Columbus Drive, our agency specializes in providing luxurious vacation rentals for those looking to experience the beauty and charm of the Florida Keys. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring that your stay in Islamorada is unforgettable, providing top-notch customer service and expert advice on local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Islamorada Vacation Rentals is your go-to destination for the perfect tropical retreat.

Islamorada Vacation Rental is a premier lodging option located at 101 Leoni Drive in Islamorada, Florida. As a combination of a real estate agency and travel agency, we specialize in providing top-quality vacation rentals for visitors looking to experience the beauty and charm of the Florida Keys. Our properties offer a range of amenities and locations, ensuring that guests have a comfortable and memorable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious waterfront home, Islamorada Vacation Rental has the perfect option for you. Book with us today and start planning your dream vacation in paradise.

Casa Rio Islamorada is a charming lodging institution located at 121 Sapodilla Drive in Islamorada, Florida. Nestled in the heart of the Florida Keys, this cozy retreat offers a peaceful and serene atmosphere for guests to relax and unwind. With comfortable accommodations and a welcoming staff, Casa Rio Islamorada is the perfect place to escape the hustle and bustle of everyday life. Whether you're looking for a romantic getaway or a family vacation, this hidden gem is sure to provide a memorable experience. Explore the beautiful surroundings, soak up the sun on the nearby beaches, or simply enjoy a leisurely stroll along the waterfront. Come and experience the laid-back charm of Casa Rio Islamorada for yourself.

Habanos Oceanfront Dining is a low-key Cuban restaurant located at 73510 Overseas Highway in Islamorada, Florida. This casual beachfront eatery offers classic Cuban dishes such as ham, pork, and Swiss cheese sandwiches on sweet buns, as well as thin-sliced steak sandwiches on Cuban bread with lettuce, tomato, and potato sticks. Their menu also features a variety of pizzas topped with ham, pepperoni, chorizo, bacon, and more. Customers can customize their pizzas with additional toppings for an extra charge. Please note that consuming raw or undercooked meats, poultry, seafood, shellfish, or eggs may increase the risk of foodborne illness. Enjoy a taste of Cuba at Habanos Oceanfront Dining!

Oceanside Safari Restaurant & Lounge is a vibrant and lively establishment located at 73814 Overseas Highway in the beautiful coastal town of Islamorada, Florida. This unique institution offers a mix of delicious food, refreshing drinks, and a relaxed atmosphere perfect for unwinding and enjoying the ocean views. Whether you're craving a tasty meal or looking to sip on a cocktail while watching the sunset, Oceanside Safari is the perfect spot for locals and tourists alike. With its welcoming staff and inviting ambiance, this bar and restaurant is a must-visit destination for anyone looking to experience the true essence of Florida's coastal charm.

Morada Bay is a charming waterfront restaurant located at 81600 Overseas Highway in Islamorada, Florida. This institution offers a unique dining experience with stunning views of the bay and a laid-back atmosphere. Guests can enjoy delicious food and cocktails while soaking in the beautiful surroundings. Whether you're looking for a romantic dinner, a casual lunch with friends, or a special event venue, Morada Bay has something for everyone. Come and experience the flavors of Florida at this must-visit restaurant in the United States.

Lazy Days is an award-winning restaurant located in Islamorada, Florida, offering the freshest seafood in town. Enjoy oceanfront dining with exquisite Keys-style dishes such as seafood pastas, vegetarian options, sandwiches, certified Angus steaks, and chicken at reasonable prices. The restaurant has been voted "Best Restaurant Overall", "Best Waterfront Dining", "Best Seafood Restaurant", "Best Lunch", and "Best Wait Staff" in the Upper Keys People's Choice Awards. With spectacular views from tables nestled in the sand, an outside upstairs patio overlooking the Atlantic, and a cozy Keys-style atmosphere indoors, Lazy Days offers a unique dining experience. The full-service bar serves a variety of drinks, including craft beers, wines, and specialty cocktails. Don't forget to visit the Lazy Days Seafood Market for the freshest seafood in town and stop by the gift shop for custom t-shirts, hats, and more.

Hungry Tarpon Restaurant is a vibrant waterfront bar and restaurant located at 77522 Overseas Highway in Islamorada, Florida. This institution offers a delicious escape with a menu featuring the ocean's bounty, including signature dishes like Tuna Sliders, Mahi Reuben, and Pan Seared Salmon. Guests can enjoy their meals while watching the sun rise and feeding the Tarpon in the distance. In addition to mouthwatering seafood options, Hungry Tarpon Restaurant also offers a variety of cocktails, including the famous Trailer Trash Bloody Mary. The menu includes a range of options from breakfast items like glazed donut French toast to seafood dishes like blackened shrimp tacos and lobster mac and cheese.

Pierre's Restaurant is a unique and elegant establishment located at 81600 Overseas Highway in Islamorada, Florida. The exterior of the two-story building is reminiscent of old colonial residences in West Africa, while the interior showcases a blend of different cultures from around the world. The restaurant boasts a sparkling white facade facing the Florida Bay, offering stunning views of sunsets. The Green Flash Lounge on the ground floor features a beautiful mahogany bar, leather sofas, beige banquettes, and rattan chairs. The dark planked wood floors, Indian arcade, and Moroccan, Indian, and African artifacts add to the ambiance of the dining room and lounge.

Located at 81801 Overseas Highway in Islamorada, Florida, Atlantic's Edge Restaurant is a culinary destination that offers a meal with a view. Overlooking the stunning Atlantic Ocean, this flagship seafood restaurant showcases the flavors of the Keys with a modern twist on island-inspired cuisine. Whether you choose indoor or outdoor dining, you can enjoy panoramic views while savoring dishes infused with local, fresh ingredients native to the Florida Keys. From breakfast to dinner, Atlantic's Edge serves up a diverse menu featuring everything from poached jumbo Gulf shrimp to Cuban-inspired dishes like guajillo braised short rib tacos. Indulge in decadent desserts like the chocolate sable tart or the rich key lime custard. Pair your meal with a refreshing cocktail from their extensive drink menu, including classics like mojitos and margaritas. With a relaxed yet elegant atmosphere, Atlantic's Edge Restaurant offers a unique dining experience that celebrates the flavors and cultural influences of the Caribbean and Atlantic islands.

Mia Cucina is a food institution located at 81801 Overseas Highway in Islamorada, Florida, United States. Nestled within the luxurious Cheeca Lodge & Spa, Mia Cucina offers a dining experience like no other. With turquoise waters, towering palms, and calm breezes surrounding you, you can indulge in delicious cuisine while soaking up the laid-back lifestyle of Islamorada. Whether you're looking for a romantic dinner overlooking the ocean or a casual lunch by the pool, Mia Cucina has something for everyone. From fresh seafood to gourmet pizzas, our menu is sure to satisfy even the most discerning palate. Come and experience the perfect blend of leisure and luxury at Mia Cucina.

Saylor Cafe is a charming and cozy eatery located at 79851 Overseas Highway in Islamorada, Florida. This quaint cafe offers a delightful dining experience with a menu featuring a variety of delicious food options. From freshly brewed coffee to mouthwatering pastries and hearty sandwiches, Saylor Cafe has something for everyone. Whether you're looking for a quick bite to eat or a relaxing meal with friends and family, this cafe is the perfect spot to enjoy a tasty meal in a welcoming atmosphere. Visit Saylor Cafe today and treat yourself to a delightful culinary experience in the heart of Islamorada.

Barefoot at Pierre's is a charming and laid-back restaurant located at 81600 Overseas Highway in Islamorada, Florida. This unique dining establishment offers a relaxed atmosphere and delicious food, perfect for enjoying a meal with friends and family. With a menu featuring fresh seafood, mouthwatering steaks, and creative cocktails, Barefoot at Pierre's is a must-visit destination for food lovers in the Florida Keys. Whether you're looking for a casual lunch or a romantic dinner, this institution promises a memorable dining experience with its waterfront views and friendly service.

Sunset Lounge is a cozy and inviting restaurant located at 80460 Overseas Highway in Islamorada, Florida. With stunning views of the sunset over the water, this establishment offers a relaxed atmosphere where guests can enjoy delicious food and drinks. Whether you're looking for a romantic dinner for two or a casual meal with friends, Sunset Lounge is the perfect spot to unwind and savor the flavors of the Florida Keys. Come experience the laid-back charm and mouthwatering cuisine that make Sunset Lounge a must-visit destination in Islamorada.

Marker 88 is a popular bar and restaurant located at 88000 Overseas Highway in Islamorada, Florida. Known for its delicious food and refreshing drinks, Marker 88 offers a unique dining experience with stunning views of the ocean. In addition to their mouth-watering dishes, Marker 88 also has a boutique where guests can purchase souvenirs such as t-shirts, hats, craft sodas, and their famous key lime pie. Forgot to pick up a souvenir during your visit? Don't worry, you can shop online and have it shipped to you. Make your trip to the Florida Keys unforgettable with a visit to Marker 88.

Tides Beachside Bar & Grill is a charming waterfront restaurant located in Islamorada, Florida. Situated at 82100 Overseas Highway, this establishment offers a relaxed and casual dining experience with stunning views of the ocean. Guests can enjoy a delicious menu featuring fresh seafood, grilled meats, and refreshing cocktails. Whether you're looking for a romantic dinner by the water or a fun lunch with friends, Tides Beachside Bar & Grill is the perfect spot to unwind and savor the flavors of Florida.

Dockside Raw Bar & Grill is a charming waterfront restaurant located in the picturesque town of Islamorada, Florida. Situated at 90311 Old Highway, this institution is a popular destination for locals and tourists alike. Known for its fresh seafood and laid-back atmosphere, Dockside Raw Bar & Grill offers a variety of delicious dishes, from oysters on the half shell to grilled fish tacos. Guests can enjoy their meal while taking in stunning views of the marina and sipping on handcrafted cocktails. Whether you're looking for a casual lunch or a romantic dinner by the water, Dockside Raw Bar & Grill is the perfect spot to satisfy your cravings.

SHIMA is a charming restaurant located at 88005 Overseas Highway in Islamorada, Florida. Known for its delectable food and inviting atmosphere, SHIMA offers a unique dining experience that combines traditional Japanese cuisine with a touch of local flair. Guests can enjoy a wide variety of fresh sushi, sashimi, and other Japanese dishes made with the finest ingredients. Whether you're looking for a romantic dinner for two or a fun night out with friends, SHIMA is the perfect place to indulge in delicious food and create lasting memories.

SandBar is a lively and vibrant institution located at 83413 Overseas Highway in Islamorada, Florida. This beachfront bar and restaurant offers a relaxed and casual atmosphere where guests can enjoy delicious food, refreshing drinks, and stunning views of the ocean. With a diverse menu featuring fresh seafood, mouth-watering burgers, and tasty appetizers, SandBar is the perfect spot to unwind and enjoy a meal with friends and family. Whether you're looking to grab a quick bite or spend a leisurely afternoon soaking up the sun, SandBar is the ideal destination for a memorable dining experience in the heart of the Florida Keys.

Sea Monkeys Water Sports is a premier destination for all your water adventure needs in Islamorada, Florida. Located at 80460 Overseas Highway, our store and travel agency offers a wide range of activities including Scuba Diving Trips, Night Diving Trips, Snorkel Trips, Sandbar Trips, Eco-Tours, and Sunset Cruises. Experience the thrill of diving in the Florida Keys with our Six Pack Diving trips, suitable for all experience levels. Our boat can quickly take you to dozens of dive and snorkel sites, with all dives including tank, weights, and wet suit. For a more intimate experience, our Night Diving trips are limited to 4 guests per boat and include the necessary equipment for a unique underwater adventure.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

Islander Resort is a luxurious lodging facility located at 82100 Overseas Highway in the beautiful town of Islamorada, Florida. Situated in the heart of the Florida Keys, this resort offers guests a serene and picturesque retreat with stunning ocean views and pristine beaches. The resort features spacious and well-appointed rooms, a range of amenities including a pool, spa, and on-site dining options. Perfect for a romantic getaway, family vacation, or corporate retreat, Islander Resort provides a peaceful and relaxing atmosphere for guests to unwind and enjoy the tropical paradise of the Florida Keys.

Located at 83409 Overseas Highway in Islamorada, Florida, the Chesapeake Beach Resort is a stunning seaside lodging destination that exceeds all expectations. As the Sport Fishing Capital of the World, Islamorada offers a relaxed atmosphere and year-round activities for guests to enjoy. Each room at the resort features comfortable beds and a tranquil ambiance, with the option to choose a Garden View room with a private balcony or upgrade to a suite or villa for added luxury. Surrounded by crystal blue waters and white sandy beaches, the resort offers a picturesque setting for a relaxing and breathtaking vacation.

La Jolla Resort is an iconic lodging institution located at 82216 Overseas Highway in Islamorada, Florida, United States. Known for its "Old Florida" charm, the resort offers a front-row seat for stunning sunsets over the Florida Keys. Situated in the heart of the Purple Isle, guests are just moments away from all the island has to offer. Complimentary activities such as kayaking, biking, and fishing are available for the whole family to enjoy. The resort's multi-bedroom bayfront lodges offer modern luxury in a laid-back setting, perfect for families or groups. With Islamorada's unique beauty and wide-ranging attractions, La Jolla Resort is the perfect destination for a memorable Florida Keys getaway.

The Caribbean Resort, located at 117 Carroll Street in Islamorada, Florida, is a charming lodging option that offers a taste of the Caribbean right in the heart of the United States. With its tropical-inspired decor, lush gardens, and stunning ocean views, this resort is the perfect escape for those looking to relax and unwind in a beautiful setting. Whether you're lounging by the pool, enjoying a cocktail at the beachside bar, or exploring the nearby attractions, The Caribbean Resort provides a tranquil and luxurious retreat for guests seeking a slice of paradise.